Methanol → (R)-Methyl 2-aminopentanoate

HRID 1925481노트

반응식

HRID 1925481 반응식
S(Cl)(Cl)=O.[NH2:5][C@@H:6]([C:10]([OH:12])=[O:11])[CH2:7][CH2:8][CH3:9].[CH3:13]O>>[CH3:13][O:11][C:10](=[O:12])[C@@H:6]([CH2:7][CH2:8][CH3:9])[NH2:5]

참가 물질

4

반응물 3

HCID 887MethanolHCID 24386Thionyl ChlorideHCID 439575D-Norvaline

생성물 1

HCID 14118487(R)-Methyl 2-aminopentanoate수율 95%

반응 조건

온도
-5 °C

실험 절차

Thionyl chloride (47.7 mL) was added dropwise to methanol (300 mL) under stirring at −5° C. over 2 hours and 15 minutes. D-Norvaline (35.00 g) was added to the resulting light yellow solution under stirring at −4° C. The solution was stirred at room temperature for 18 hours and then methanol was removed under reduced pressure. Diisopropyl ether (90 mL) was added to the precipitated crystals, which were filtered and washed twice with diisopropyl ether (30 mL) to give (R)-norvaline methyl ester (47.74 g, 95% yield) as a white powder.

후처리

  1. stirringunder stirring at −4° C
  2. stirringThe solution was stirred at room temperature for 18 hours
  3. custommethanol was removed under reduced pressure
  4. additionDiisopropyl ether (90 mL) was added to the precipitated crystals, which
  5. filtrationwere filtered
  6. washwashed twice with diisopropyl ether (30 mL)

출처 및 근거

ORD 기록
ord-84eeb56d248a41b5bffcf4a4ce98aad3
출처 데이터셋
uspto-grants-2012_05
특허 번호
US08178686B2

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